Benzonitrile, 5-amino-2-methoxy- (9CI)

The 2-methoxy-5-nitrobenzyl cyanide (1eq, 220mg, 1.23mmo1), 20mL of methanol, 10mg of palladium on carbon (10percent of mass) were added sequentially in to the 100mL round bottom flask, the bottle connected to the three links, reaction was stirred at room temperature. Vacuum pumping then recharging NGeneral procedure: 58.2 mol) of the 5-nitro-2-alkoxybenzonitrile prepared in the previous step was added to the reaction flask and the reduced iron powder(223. 8 mmol), ammonium chloride (29. 1 mmol), ethanol (15 mL) and water (45 mL), refluxed for 3 h, Diluted with ethyl acetate (50 mL * 3), washed with brine, dried over anhydrous sodium sulfate, filtered and concentrated to dryness under reduced pressure.The product was purified by column chromatography (ethyl acetate: petroleum ether = 1: 5 to 1: 1) to obtain pure product.The 2-methoxy-5-nitrobenzyl cyanide (1eq, 220mg, 1.23mmo1), 20mL of methanol, 10mg of palladium on carbon (10percent of mass) were added sequentially in to the 100mL round bottom flask, the bottle connected to the three links, reaction was stirred at room temperature. Vacuum pumping then recharging NGeneral procedure: 58.2 mol) of the 5-nitro-2-alkoxybenzonitrile prepared in the previous step was added to the reaction flask and the reduced iron powder(223. 8 mmol), ammonium chloride (29. 1 mmol), ethanol (15 mL) and water (45 mL), refluxed for 3 h, Diluted with ethyl acetate (50 mL * 3), washed with brine, dried over anhydrous sodium sulfate, filtered and concentrated to dryness under reduced pressure.The product was purified by column chromatography (ethyl acetate: petroleum ether = 1: 5 to 1: 1) to obtain pure product.General procedure: A solution of 5-amino-2-alkoxybenzonitrile (20mmol), glacial acetic acid (50mL) and water (20mL) was added to the reaction flask at -10C under stirring, water-soluble sodium azide (30 mmol) was slowly added dropwise to the reaction mixture for 30 min, and the addition was completed, the reaction temperature is maintained steady 3h, extracted with dichloromethane, the organic layers combined, washed with brine, dried over anhydrous sodium sulfate , filtered, and concentrated to dryness under reduced pressure the crude product purified by column chromatography (ethyl acetate: petroleum ether = 1: 5) to give pure product.

Molecular Weight:148.16
XLogP3:0.9
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:1
Exact Mass:148.063662883
Monoisotopic Mass:148.063662883
Topological Polar Surface Area:59
Heavy Atom Count:11
Complexity:172
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes